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    Chemistry

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    Also known as: Cefepime hydrochloride, Cefepime hcl, 123171-59-5, Cefepime dihydrochloride monohydrate, Cefepime dihydrochloride hydrate, Cefepime hydrochloride monohydrate
    Molecular Formula
    C19H28Cl2N6O6S2
    Molecular Weight
    571.5  g/mol
    InChI Key
    LRAJHPGSGBRUJN-OMIVUECESA-N
    Cefepime Hydrochloride
    A fourth-generation cephalosporin antibacterial agent that is used in the treatment of infections, including those of the abdomen, urinary tract, respiratory tract, and skin. It is effective against PSEUDOMONAS AERUGINOSA and may also be used in the empiric treatment of FEBRILE NEUTROPENIA.
    1 2D Structure

    Cefepime Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;chloride;hydrate;hydrochloride
    2.1.2 InChI
    InChI=1S/C19H24N6O5S2.2ClH.H2O/c1-25(5-3-4-6-25)7-10-8-31-17-13(16(27)24(17)14(10)18(28)29)22-15(26)12(23-30-2)11-9-32-19(20)21-11;;;/h9,13,17H,3-8H2,1-2H3,(H3-,20,21,22,26,28,29);2*1H;1H2/b23-12-;;;/t13-,17-;;;/m1.../s1
    2.1.3 InChI Key
    LRAJHPGSGBRUJN-OMIVUECESA-N
    2.1.4 Canonical SMILES
    C[N+]1(CCCC1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O.O.Cl.[Cl-]
    2.1.5 Isomeric SMILES
    C[N+]1(CCCC1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O.O.Cl.[Cl-]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Axpim

    2. Bmy 28142

    3. Bmy-28142

    4. Bmy28142

    5. Cefepim

    6. Cefepime

    7. Cefepime Hydrochloride

    8. Quadrocef

    2.2.2 Depositor-Supplied Synonyms

    1. Cefepime Hydrochloride

    2. Cefepime Hcl

    3. 123171-59-5

    4. Cefepime Dihydrochloride Monohydrate

    5. Cefepime Dihydrochloride Hydrate

    6. Cefepime Hydrochloride Monohydrate

    7. Chebi:31368

    8. Cefepime (dihydrochloride Monohydrate)

    9. Bmy-28142 2hcl.h2o

    10. Cefepime Chloride Hydrochloride Hydrate

    11. Cfpm

    12. (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;chloride;hydrate;hydrochloride

    13. Cefepime Dihydrochloride

    14. Cefepime (as Hydrochloride)

    15. Axepim

    16. I8x1o0607p

    17. Nsc-760051

    18. Bmy 28142 2hcl.h2o

    19. Cefepime Hydrochloride Hydrate

    20. 1-(((6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methylpyrrolidinium Chloride, 7(sup 2)-(z)-(o-methyloxime), Monohydrochloride, Monohydrate

    21. Bmy-28142 Dihydrochloride Monohydrate

    22. Cefepime In Plastic Container

    23. Unii-i8x1o0607p

    24. Cefepime Hydrochloride [usan:usp]

    25. Maxipime (tn)

    26. Ncgc00017147-01

    27. Dsstox_cid_25603

    28. Dsstox_rid_80996

    29. Cas-123171-59-5

    30. Dsstox_gsid_45603

    31. Cefepime Hydrochloride (usp)

    32. Chembl1200962

    33. Dtxsid7045603

    34. Hy-b0616

    35. Tox21_110801

    36. Bmy-28142 2hcl.h20

    37. Akos016340425

    38. Ac-6021

    39. Ks-1148

    40. Nsc 760051

    41. Cefepime Dihydrochloride Hydrate (jp17)

    42. D01157

    43. A805020

    44. Cefepime Hydrochloride (arginine Formulation)

    45. 1-(((6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3- Yl)methyl)-1-methylpyrrolidinium Chloride, 7(2)-(z)-(o-methyloxime) Monohydrochloride Monohydrate

    46. 1-[[(6r,7r)-7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methylpyrrolidinium Inner Salt Dihydrochloride Monohydrate

    47. 1-{[(6r,7r)-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}-1-methylpyrrolidinium Chloride Hydrochloride--water (1/1)

    48. 7beta-[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-3-[(1-methylpyrrolidinium-1-yl)methyl]-3,4-didehydrocepham-4-carboxylic Acid Chloride Hydrochloride--water (1/1)

    49. Pyrrolidinium, 1-((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-1-methyl-, Chloride, Monohydrochloride, Monohydrate, (6r-(6alpha,7beta(z)))-

    50. Pyrrolidinium, 1-[[(6r,7r)-7-[[(2z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-methyl-, Chloride, Hydrochloride, Hydrate (1:1:1:1)

    2.3 Create Date
    2006-10-24
    3 Chemical and Physical Properties
    Molecular Weight 571.5 g/mol
    Molecular Formula C19H28Cl2N6O6S2
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count7
    Exact Mass570.0888804 g/mol
    Monoisotopic Mass570.0888804 g/mol
    Topological Polar Surface Area202 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity874
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count4
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameCefepime hydrochloride
    Drug LabelCefepime for injection, USP is a semi-synthetic, broad spectrum, cephalosporin antibiotic for parenteral administration. The chemical name is 1-[[(6R,7R)-7-[2-(2-amino-4-thiazolyl)-glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo [4.2.0]oct-2-en-3-y...
    Active IngredientCefepime hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 500mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyAcs Dobfar; Hospira

    2 of 2  
    Drug NameCefepime hydrochloride
    Drug LabelCefepime for injection, USP is a semi-synthetic, broad spectrum, cephalosporin antibiotic for parenteral administration. The chemical name is 1-[[(6R,7R)-7-[2-(2-amino-4-thiazolyl)-glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo [4.2.0]oct-2-en-3-y...
    Active IngredientCefepime hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 500mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyAcs Dobfar; Hospira

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cephalosporins [CS]; Cephalosporin Antibacterial [EPC]

    API Reference Price

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    12-Jan-2021
    27-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    Quantity (KGS) & Unit rate (USD/KGS) over time

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    (USD/KGS)    		 Number of Transactions

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    DOSAGE - INJECTABLE;INJECTION - EQ 1GM BASE/V...DOSAGE - INJECTABLE;INJECTION - EQ 1GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - INJECTABLE;INJECTION - EQ 2GM BASE/V...DOSAGE - INJECTABLE;INJECTION - EQ 2GM BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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    DOSAGE - INJECTABLE;INJECTION - EQ 500MG BASE...DOSAGE - INJECTABLE;INJECTION - EQ 500MG BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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